Formation of novel 1,2,3,4-tetrasubstituted 3-pyrrolines via cyclisation of γ-halo-β-ketoesters with aromatic amines and aldehydes

Brigita Cekavicus; Kintija Kore; Liva Jakovele; Aiva Plotniece; Karlis Pajuste; Marina Petrova; Sergey Belyakov; Arkadij Sobolev

doi:10.1016/j.tetlet.2011.09.072

Formation of novel 1,2,3,4-tetrasubstituted 3-pyrrolines via cyclisation of γ-halo-β-ketoesters with aromatic amines and aldehydes

Brigita Cekavicus, Kintija Kore, Liva Jakovele, Aiva Plotniece, Karlis Pajuste, Marina Petrova, Sergey Belyakov, Arkadij Sobolev

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

Abstract

Cyclisation of γ-halo-β-ketoesters with aromatic amines and aldehydes in methanol gave novel polysubstituted 3-pyrroline derivatives. A plausible mechanism for the reaction has been proposed. The structures of 1,2,3,4-tetrasubstituted 3-pyrrolines were confirmed by NMR spectroscopy and X-ray crystallography.

Original language	English
Pages (from-to)	6246-6249
Number of pages	4
Journal	Tetrahedron Letters
Volume	52
Issue number	47
DOIs	https://doi.org/10.1016/j.tetlet.2011.09.072
Publication status	Published - 23 Nov 2011
Externally published	Yes

Keywords*

γ-Halo-β- ketoesters
3-Pyrrolines
Cyclisation
Nitrogen heterocycles

Field of Science*

1.4 Chemical sciences

Publication Type*

1.1. Scientific article indexed in Web of Science and/or Scopus database

Access to Document

10.1016/j.tetlet.2011.09.072

Cite this

@article{4c2f56913fc04de587afa3aca9ec42f9,

title = "Formation of novel 1,2,3,4-tetrasubstituted 3-pyrrolines via cyclisation of γ-halo-β-ketoesters with aromatic amines and aldehydes",

abstract = "Cyclisation of γ-halo-β-ketoesters with aromatic amines and aldehydes in methanol gave novel polysubstituted 3-pyrroline derivatives. A plausible mechanism for the reaction has been proposed. The structures of 1,2,3,4-tetrasubstituted 3-pyrrolines were confirmed by NMR spectroscopy and X-ray crystallography.",

keywords = "γ-Halo-β- ketoesters, 3-Pyrrolines, Cyclisation, Nitrogen heterocycles",

author = "Brigita Cekavicus and Kintija Kore and Liva Jakovele and Aiva Plotniece and Karlis Pajuste and Marina Petrova and Sergey Belyakov and Arkadij Sobolev",

note = "Funding Information: This research work was supported by the European Social Foundation (ESF) , Project No. 2009/0197/1DP/1.1.1.2.0/09/APIA/VIAA/014 . ",

year = "2011",

month = nov,

day = "23",

doi = "10.1016/j.tetlet.2011.09.072",

language = "English",

volume = "52",

pages = "6246--6249",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "47",

}

TY - JOUR

T1 - Formation of novel 1,2,3,4-tetrasubstituted 3-pyrrolines via cyclisation of γ-halo-β-ketoesters with aromatic amines and aldehydes

AU - Cekavicus, Brigita

AU - Kore, Kintija

AU - Jakovele, Liva

AU - Plotniece, Aiva

AU - Pajuste, Karlis

AU - Petrova, Marina

AU - Belyakov, Sergey

AU - Sobolev, Arkadij

N1 - Funding Information: This research work was supported by the European Social Foundation (ESF) , Project No. 2009/0197/1DP/1.1.1.2.0/09/APIA/VIAA/014 .

PY - 2011/11/23

Y1 - 2011/11/23

N2 - Cyclisation of γ-halo-β-ketoesters with aromatic amines and aldehydes in methanol gave novel polysubstituted 3-pyrroline derivatives. A plausible mechanism for the reaction has been proposed. The structures of 1,2,3,4-tetrasubstituted 3-pyrrolines were confirmed by NMR spectroscopy and X-ray crystallography.

AB - Cyclisation of γ-halo-β-ketoesters with aromatic amines and aldehydes in methanol gave novel polysubstituted 3-pyrroline derivatives. A plausible mechanism for the reaction has been proposed. The structures of 1,2,3,4-tetrasubstituted 3-pyrrolines were confirmed by NMR spectroscopy and X-ray crystallography.

KW - γ-Halo-β- ketoesters

KW - 3-Pyrrolines

KW - Cyclisation

KW - Nitrogen heterocycles

UR - http://www.scopus.com/inward/record.url?scp=80054850820&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2011.09.072

DO - 10.1016/j.tetlet.2011.09.072

M3 - Article

AN - SCOPUS:80054850820

SN - 0040-4039

VL - 52

SP - 6246

EP - 6249

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 47

ER -

Formation of novel 1,2,3,4-tetrasubstituted 3-pyrrolines via cyclisation of γ-halo-β-ketoesters with aromatic amines and aldehydes

Abstract

Keywords*

Field of Science*

Publication Type*

Access to Document

Other files and links

Fingerprint

Cite this